(2-Methanesulfonylethyl)(methyl)amine → HCID 22609841, Verbindung

HRID 1936810Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1936810
Cl.[CH2:2]([O:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[C:24]([C:27]4[O:31][C:30]([CH:32]=O)=[CH:29][CH:28]=4)[CH:25]=3)[N:20]=[CH:19][N:18]=2)=[CH:12][CH:11]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:34][NH:35][CH2:36][CH2:37][S:38]([CH3:41])(=[O:40])=[O:39]>>[CH2:2]([O:9][C:10]1[CH:11]=[CH:12][C:13]([NH:16][C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[C:24]([C:27]4[O:31][C:30]([CH2:32][N:35]([CH2:36][CH2:37][S:38]([CH3:41])(=[O:40])=[O:39])[CH3:34])=[CH:29][CH:28]=4)[CH:25]=3)[N:20]=[CH:19][N:18]=2)=[CH:14][CH:15]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Komponenten

3

Edukt 2

HCID 3856040(2-Methanesulfonylethyl)(methyl)amineHCID 21952306HCID 21952306, Verbindung

Produkt 1

HCID 22609841HCID 22609841, VerbindungAusbeute 39 %

Versuchsvorschrift

In an analogous manner to Example 10, 5-(4-(4-Benzyloxy-phenylamino)-quinazolin-6-yl)-furan-2-carbaldehyde hydrochloride (0.217 g, 0.474 mmol) was reacted with N-methyl-N-(2-methanesulphonyl-ethyl)amine (0.41 1g, 3.0 mmol). Purification by silica gel chromatography, eluting with 2-3% MeOH/CHCl3, followed by trituration with ether, gave the title compound as a pale yellow solid (0.100 g, 0.184 mmol, 39%); δH [2H6]DMSO 9.84 (1H,s), 8.63 (1H,s), 8.48 (1H,s), 8.12 (1H,d), 7.78 (1H,d), 7.68 (2H,d), 7.13-7.52 (5H,m), 7.02-7.10 (3H,m), 6.55 (1H,d), 5.14 (2H,s), 3.70 (2H,s), 3.35-3.44 (2H, obscured by water), 3.05 (3H,s), 2.84 (2H,t), 2.28 (3H,s).

Aufarbeitung

  1. customPurification by silica gel chromatography
  2. washeluting with 2-3% MeOH/CHCl3

Quellen und Nachweise

ORD-Eintrag
ord-f306fe2b301b4d62a2ca14eb6b0f29ee
Quelldatensatz
uspto-grants-2002_05
Patentnummer
US06391874B1

Notizen zur Reaktion

Wird geladen…